A. Estevezbraun et al., STRUCTURAL ELUCIDATION AND CONFORMATIONAL-ANALYSIS OF NEW LIGNAN BUTENOLIDES FROM THE LEAVES OF BUPLEURUM-SALICIFOLIUM, Tetrahedron, 50(17), 1994, pp. 5203-5210
From the leaves of Bupleurum salicifolium two new benzylidene-benzyl-g
amma-butyrolactone-type lignans salicifoline (2) and isosalicifoline (
3) were isolated. The dibenzyl-butyrolactone (-)-epinortrachelogenin (
1) was also isolated and it is the first time than this lignan has bee
n obtained from a natural source. Their structures were determined by
means of H-1 and C-13 NMR spectroscopic studies, including H-1-C-13 he
teronuclear correlation (HETCOR), long range correlation spectra with
inverse detection (HMBC), and chemical evidence. A study of the confor
mational analysis of these lignans using Molecular Mechanics Calculati
ons is also included.